title: Access to enantiomerically enriched cis-2,3-disubstituted azetidines via diastereoselective hydrozirconation.
abstract: An asymmetric variant of the hydrozirconation reaction has been established starting from Boc-protected chiral allylic amines. The resulting diastereoselectively formed N-functionalized organozirconiums can be considered as promising chirons. In this case, they have been transformed into enantiomerically enriched cis-2,3-disubstituted azetidines through a iodination/cyclization sequence.
authors.affiliation: Institut de Chimie Moléculaire de Reims, CNRS (UMR 6229) and Université de Reims, 51687 Reims Cedex 2, France.
authors.forename: Tarun K
authors.initials: TK
authors.lastname: Pradhan
authors.forename: K Syam
authors.initials: KS
authors.lastname: Krishnan
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Vasse
authors.forename: Jan
authors.initials: J
authors.lastname: Szymoniak
mesh_terms: D001384:Azetidines / Q000737:chemistry*; D003500:Cyclization; D006859:Hydrogen / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry; D015394:Molecular Structure; D011759:Pyrrolidines / Q000737:chemistry; D017640:Silicates / Q000737:chemistry*; D013237:Stereoisomerism; D015040:Zirconium / Q000737:chemistry*
chemical_list: D001384:Azetidines; D011759:Pyrrolidines; D017640:Silicates; C003784:zircon; D006859:Hydrogen; D007455:Iodine; D015040:Zirconium